Patent GB-758280-A (GB)
Title: Antioxidant for natural or synthetic rubber
IPC: C08L21/00
Filed: 1954-04-09
Abstract: An anti-oxidant for synthetic rubber comprises a polymerized primary alkenyl phenol, or a mixture of polymerized primary alkenyl phenols, preferably of the formula <FORM:0758280/IV(a)/1> where R is an aromatic radical containing at least one hydroxyl group directly attached to a ring, R1 is hydrogen or an aliphatic radical, and n is an integer between 2 and 10 inclusive. Specified synthetic rubbers are polychloroprene, copolymers of butadiene with styrene or acrylonitrile, and butyl rubbers, particularly copolymers of isobutylene with butadiene or isoprene. Examples of such polymers are those of 2-allyl phenol, 2-allyl-1-naphthol, 6-allyl-3-isopropyl phenol, 6-allyl-2,4-dimethyl phenol.  In examples: (1) 2-allyl-4-methyl phenol is polymerized by passing anhydrous hydrogen chloride into a heated mixture of the phenol and zinc chloride as catalyst; (3), (4) polymers of allyl-o-cresol; (5) allyl resorcinol; and (6) allyl b -naphthol are prepared by adding allyl chloride to heated mixtures of those phenols and zinc chloride.  The polymers having the abovementioned formula may, alternatively, be prepared by the polymerization of an ether of the formula <FORM:0758280/IV(a)/2>ALSO:An antioxidant for natural or synthetic rubber comprises a polymerized primary alkenyl phenol, or a mixture of polymerized primary alkenyl phenols, preferably of the formula: <FORM:0758280/IV(a)/1> where R is an aromatic radical containing at least one hydroxyl group directly attached to a ring, R1 is hydrogen or an aliphatic radical, and n is an integer between 2 and 10 inclusive. In examples: (1) 2-allyl-4-methyl phenol is polymerized by passing anhydrous hydrogen chloride into a heated mixture of the phenol and zinc chloride as catalyst, and (2) mixed o, m, and p-cresols; (3), (4) allyl o-cresol; (5) allyl resorcinol; and (6) allyl b -naphthol polymers are prepared by adding allyl chloride to heated mixtures of those phenols and zinc chloride.  The polymers having the above-mentioned formula may, alternatively, be prepared by the polymerization of an ether of the formula <FORM:0758280/IV(a)/2>ALSO:An anti-oxidant for natural or synthetic rubber comprises a polymerized primary alkenyl phenol, or a mixture of polymerized primary alkenyl phenols preferably of the formula:- <FORM:0758280/V/1> where R is an aromatic radical containing at least one hydroxyl group directly attached to a ring, R1 is hydrogen or an aliphatic radical, and n is an integer between 2 and 10 inclusive. Several of such polymers are mentioned, including those of 2-allyl phenol, 2 allyl 1-naphthol, 6-allyl 3-isopropyl phenol, 6 allyl, 2, 4-dimethyl phenol, &c.  In the described examples of the preparation of such polymers, polymerized 2-allyl-4-methyl phenol is prepared by passing anhydrous hydrogen chloride into a heated mixture of the phenol and zinc chloride as catalyst, and polymers of allyl cresol, allyl resorcinol, and allyl b -naphthol are prepared by adding allyl chloride to heated mixtures of those phenols and zinc chloride.  The polymers having the above mentioned formula may alternatively, be prepared by the polymerization of an ether of the formula:- <FORM:0758280/V/2>